Wolfeboro Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Wolfeboro vacation rentals

A house with a porch, surrounded by a garden with pink and yellow flowers.

1. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
$157 nightly
The price is $170
Nov 12 - Nov 13
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

2. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveler
$161 nightly
The price is $174
Nov 13 - Nov 14
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A two-story house with a dark roof, multiple windows, and a porch with chairs.

3. Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
7.2 out of 10, Good, (5 reviews)
"No way does this deserve a 10/10 rating. It’s fairly terrible and not deserving such a favorable rating. The pluses - great location, right on the lake. Adirondacks at sunset was heavenly. Super convenient. Wolfeboro is very cute. The shower has been nicely redone. The in-unit washer/dryer worked well and was very convenient. But the negatives are many. Lots of disrepair and terrible attention to detail. We got a spongy soft double bed. The listing says Queen bed. It’s not. We had badly stained...
United States
Brian L.
$258 nightly
The price is $280
Nov 12 - Nov 13
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A bedroom with a large bed, a dining table, and chairs, a chandelier, and a window with curtains.

4. Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro

Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
Wolfeboro
$237 nightly
The price is $257
Dec 7 - Dec 8
Total with taxes and fees
Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
A garden with a white pergola, red chairs, and pink flowers.

5. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
$161 nightly
The price is $174
Nov 12 - Nov 13
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

6. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (24 reviews)
"Cute cottage, convenient to town."
United States
c K.
$165 nightly
The price is $179
Nov 12 - Nov 13
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A garden with a white pergola, red chairs, and pink flowers.

7. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
$174 nightly
The price is $188
Nov 12 - Nov 13
Total with taxes and fees
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
A garden with a white pergola, red chairs, and pink flowers.

8. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (10 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
$169 nightly
The price is $183
Nov 12 - Nov 13
Total with taxes and fees
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A garden with a white pergola, red chairs, and pink flowers.

9. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
$270 nightly
The price is $293
Nov 12 - Nov 13
Total with taxes and fees
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A hotel room with a bed, a desk, a kitchenette, and a bathroom visible through an open door.

10. Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath

Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
Wolfeboro
9.6 out of 10, Exceptional, (4 reviews)
"In addition to everything this property offers we found there was a nearby 12mile bike trail that goes through the woods passing lakes on the the route, and bikes were available at the property."
United States
Justin
$210 nightly
The price is $228
Nov 29 - Nov 30
Total with taxes and fees
Cottage 1-2 - Pet Friendly $50 Fee-2 Bed / 1 Bath
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

11. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at the cozy cottage! The porch is very comfy and has great light. The beds were also very comfortable and kitchen was well stocked."
United States
Rebecca K.
$317 nightly
The price is $344
Nov 12 - Nov 13
Total with taxes and fees
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A lakeside patio with picnic tables, benches, and a view of the water.

12. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
$246 nightly
The price is $267
Nov 18 - Nov 19
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A bedroom with a large bed, a ship's wheel wall decoration, and a view to the outside.

13. 1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (32 reviews)
"Great experience"
United States
Radu
$248 nightly
The price is $269
Nov 12 - Nov 13
Total with taxes and fees
1 Bedroom Lake Winnipesaukee Condo
A spacious living room with a wooden ceiling, large windows, a sofa, a coffee table, and a fireplace.

14. Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage

Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage
Gilford
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and well appointed property. Kitchen well stocked and bathrooms very nice to use. Very pleasant to just stay in and enjoy the property. We could have stayed longer. Communication was easy and quick feedback. Owners provided useful information on the area on things to do and places to go. Would definitely stay there again if in that area."
United States
Todd B.
$448 nightly
The price is $486
Nov 12 - Nov 13
Total with taxes and fees
Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage
A cozy lounge area with stone walls, wicker furniture, and a self-storage sign.

15. Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (35 reviews)
"Easy process and great location"
United States
Daniel
$276 nightly
The price is $299
Nov 12 - Nov 13
Total with taxes and fees
Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
A kitchen with a granite countertop, white cabinets, a built-in stove, and a hanging light fixture.

16. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful spot! Walked to the Bank of NH venue for concert. Lake is beautiful. Beds are comfortable. Places adorable everything you need."
United States
Julie Larrivee P.
$328 nightly
The price is $345
Nov 12 - Nov 13
Total with taxes and fees
Lake Winni Waterfront Condo
An outdoor deck with a wooden table set for a meal, a white sofa, and a small table with a lantern.

17. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
$425 nightly
The price is $461
Nov 12 - Nov 13
Total with taxes and fees
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A rooftop deck with outdoor furniture, a pool, and a view of the surrounding area.

18. Inviting 1BR Lakeview 2nd-Floor - Balcony

Inviting 1BR Lakeview 2nd-Floor - Balcony
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
$245 nightly
The price is $265
Nov 12 - Nov 13
Total with taxes and fees
Inviting 1BR Lakeview 2nd-Floor - Balcony
A two-story motel with a flat roof, located near a lake with a forested backdrop.

19. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Condo was very clean, rooms her good sized, each having a separate bathroom was ideal. Also centrally located for attending Laconia bike week. About 4 miles from Weirs beach, walking distance to Cumberland Farms. The host, Margaret, was exceptional. Would highly recommend."
United States
Darren
$325 nightly
The price is $352
Nov 23 - Nov 24
Total with taxes and fees
Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wolfeboro Hotel Reviews

A patio with Adirondack chairs, a fire pit, and barbecue grills.
Lake Wentworth Inn

Lake Wentworth Inn

Lake Wentworth Inn
Wolfeboro

10/10 Excellent

This property was newly renovated and was in great condition. The staff took us in early and was very nice. We had the pool as well as a short walk to the lake. Very happy with our overall experience.
United States
Anonymous traveler
Reviewed July 22, 2019
Lake Wentworth Inn

Find out more about Wolfeboro

Everything you need to know about Wolfeboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wolfeboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wolfeboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wolfeboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wolfeboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wolfeboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wolfeboro rentals

At Expedia, we put the best Wolfeboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wolfeboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wolfeboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wolfeboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Wolfeboro?

Yes, there are vacation rentals in Wolfeboro near Libby Museum, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors to Wolfeboro speak positively about the lakeside and bars in this destination. Make sure you have time to check out the parks and museums during your trip.

What are some of the best vacation rentals that Wolfeboro has to offer?

Stunning Waterfront Home with Boat Dock, swim, boating. Bike & skiing nearby.: This vacation home rental outside of Wolfeboro is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Wolfeboro?

Choose from 53 Expedia vacation rentals in Wolfeboro for a memorable vacation.

What can I see and do in Wolfeboro?

Libby Museum and Hampshire Pewter Co. are a couple of family-friendly sights, whereas cultural attractions include Wright Museum and New Hampshire Boat Museum. Other places in town to visit include Clark House Museum and Wolfeboro Abenaki Ski Area.

What are vacation rentals like in Wolfeboro?

Vacation rentals are private accommodations you can book for several days or more in Wolfeboro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.

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